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S-adenosylmethionine

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Identification
Molecular formula
C15H22N6O5S
CAS number
29908-03-0
IUPAC name
2-amino-4-[[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid
State
State

At room temperature, S-adenosylmethionine is typically found as a crystalline solid. It is stable under recommended storage conditions and can be handled as a solid in most applications. Care should be taken to prevent it from absorbing moisture, as it may lead to clumping or degradation.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
398.43g/mol
Molar mass
398.4340g/mol
Density
1.2800g/cm3
Appearence

S-adenosylmethionine is a white crystalline powder. It is known to be hygroscopic, which means it can absorb moisture from the air. Therefore, it is often handled in a dry environment to prevent clumping or degradation due to moisture uptake. It has no distinct smell and dissolves in water easily.

Comment on solubility

Solubility of 2-amino-4-[[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid

The solubility of the compound with the formula C15H22N6O5S is influenced by its complex structure. Key factors affecting solubility include:

  • Polarity: The presence of multiple functional groups, including amino and hydroxyl groups, can enhance its polarity, potentially leading to increased solubility in polar solvents like water.
  • Hydrogen Bonding: The -NH2 and -OH groups promote hydrogen bonding, facilitating solubility in aqueous environments.
  • Hydrophobic Interactions: The butanoic acid moiety may introduce some hydrophobic character, which can affect solubility in non-polar solvents.

In general, compounds that contain significant polar functional groups tend to be soluble in water, whereas those that rely on hydrophobic interactions may exhibit reduced solubility. For this particular compound:

  • It is anticipated to demonstrate solubility in polar solvents.
  • It may have limited solubility in non-polar solvents due to a hydrophilic character.

Understanding these solubility characteristics is essential for applications in pharmaceuticals and biochemical research, where the interaction of this compound with different media can impact its biological activity.

Interesting facts

Interesting Facts about 2-amino-4-[[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid

This compound, often referred to as a complex amino acid derivative, is notable for its intriguing structural features and biological significance. Here are some engaging aspects:

  • Biochemical Role: The compound can be recognized as a potential player in biochemical pathways due to its structure, which resembles key molecules involved in nucleotide synthesis.
  • Multi-functional Groups: It possesses various functional groups, including amino, sulfanyl, and hydroxyl, which contribute to its reactivity and interactions with other biomolecules.
  • Research Potential: Owing to its unique combination of components, there is a burgeoning interest in its applications in pharmaceutical research, particularly in the development of new drugs targeting specific biological pathways.
  • Unique Structure: The presence of a modified purine base highlights its connection to nucleic acids, making it of great interest in studies involving genetic material and cellular processes.
  • Molecular Complexity: This compound stands out due to its intricate structure, which includes a tetrahydrofuran ring. Such structural intricacies can lead to diverse functional properties.

The synthesis and investigation of 2-amino-4-[[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid may unfold new avenues in medicinal chemistry, emphasizing its significance in today’s research landscape. As we explore its potential applications, remember the words of Robert H. Grubbs, "Chemistry is not about the molecules, it is about the stories they tell."

Synonyms
S-adenosyl-dl-homocysteine
58976-18-4
S-(5''-Adenosyl)-D-homocysteine
SAH (S-Adenosylhomocysteine)
s-adenosyl-l-homocystein
SCHEMBL12436336
DTXSID90862497
CHEBI:181457
BCP31730
SY357809
2-amino-4-[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylsulanyl]butanoic acid
(S)-2-Amino-4-[[[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxy-2-tetrahydrofuryl]methyl]thio]butanoic Acid
2-amino-4-({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid
S-(((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)homocysteine
SAH;S-(5'-adenosyl)-L-homocysteine;S-adenosylhomocysteine;5'-Deoxy-S-Adenosyl-L-Homocystmine